CN109824658A - A method of 3 kinds of flavonoid glycosides are purified from sorrow extracting and developing in grass of escaping - Google Patents
A method of 3 kinds of flavonoid glycosides are purified from sorrow extracting and developing in grass of escaping Download PDFInfo
- Publication number
- CN109824658A CN109824658A CN201910261971.4A CN201910261971A CN109824658A CN 109824658 A CN109824658 A CN 109824658A CN 201910261971 A CN201910261971 A CN 201910261971A CN 109824658 A CN109824658 A CN 109824658A
- Authority
- CN
- China
- Prior art keywords
- flavonoid glycoside
- performance liquid
- high performance
- method described
- hpd
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
Links
Landscapes
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Steroid Compounds (AREA)
Abstract
It escapes the method that extracting and developing purifies 3 kinds of flavonoid glycosides in grass the present invention relates to a kind of from sorrow, grass is escaped for raw material, by following step with sorrow: (1) being extracted；(2) high performance liquid chromatography separation is analyzed；(3) macroporous adsorbing resin for purification；(4) semipreparative high performance liquid chromatography isolates and purifies；(5) purity detecting and Structural Identification of compound.It is isolated and purified with semipreparative high performance liquid chromatography, mobile phase is methanol-water isocratic elution, obtains the ingredient of 3 kinds of high-purities, is Saponarin, Schaftoside and Vitexina respectively through NMR spectrum identification.This technical process is environmentally protective, and to environment without serious harm, overall cost is low.
Description
Technical field
The invention belongs to chemical field, it is specifically related to a kind of purify the sides of 3 kinds of flavonoid glycosides from sorrow extracting and developing in grass of escaping
Method.
Background technique
Sorrow escapes grass as Acanthaceae (Acanthaceae) crocodile mouth flower category crocodile mouth flower Clinacanthus nutans
(Burro.F.) herb of Lindau, alias has crocodile mouth flower, turns round that sequence flower, green arrow, Sabah snakeweed, soft thorn are careless, a thousand li chases after, Han Dicao
Deng being distributed widely in south China to the west and south, such as Hainan, Guangdong, Guangxi, Yunnan area, and Malaysia, India Buddhist nun
The countries such as West Asia, Thailand.Sorrow is escaped careless sweet in flavor, slight bitter, cool in nature, enters liver and kidney channel, there is clearing heat and promoting diuresis, inducing diuresis to remove edema, promoting blood circulation to dredge
Through, it is antitumor and other effects.Studies have shown that sorrow is escaped, grass has good anti-inflammatory, antibacterial, antitumor, anti-oxidant, antiviral, immune adjusts
The bioactivity such as section.Sorrow escapes grass containing there are many chemical component, such as flavones, triterpene, phytosterol, pheophytin, sulfur-bearing chemical combination
Object, amino acid, microelement, alkaloid etc., wherein the content highest of Flavonoid substances.The sorrow flavones in grass of escaping is mainly Huang
Ketoside has hypoglycemic, anti-radiation and antibacterial desinsection, antiviral, protection a variety of physiological activity such as liver and cardiovascular and cerebrovascular.In order to more
The drug resource is developed and used well, and the present invention provides a kind of slave sorrow efficiently, quickly, easy extracting and developing in grass of escaping is pure
Change the method for 3 kinds of flavonoid glycosides.
Summary of the invention
The purpose of the present invention is to provide a kind of slave sorrow efficiently, quickly, easy extracting and developings in grass of escaping to purify 3 kinds of Huangs
The method of ketoside.
The solution of the present invention is as follows:
It escapes the method that extracting and developing purifies 3 kinds of flavonoid glycosides in grass, the steps include: from sorrow
(1) extraction of flavonoid glycoside: sorrow grass meal of escaping is broken, it is extracted, is filtered, extracting solution is through being concentrated under reduced pressure with organic solvent
Obtain crude extract.
(2) the separation analysis of flavonoid glycoside: carrying out separation analysis with composition of the analytic type high performance liquid chromatograph to crude extract,
Chromatographic column is C18Column (250 × 4.6mm I.D., 5 μm), mobile phase are methanol-water (40:60, V/V), flow velocity 1.0mL/min,
Detection wavelength is 330nm, and column temperature is room temperature.
(3) enrichment of flavonoid glycoside: being enriched with the flavonoid glycoside in crude extract with HPD-100 type macroporous absorbent resin, first
10 column volumes are eluted with water first to remove highly polar impurity, then elute 7 column volumes for flavones with 40% ethanol-water solution
Glycosides elutes.
(4) flavonoid glycoside isolates and purifies: being separated to the flavonoid glycoside after enrichment with semipreparative high performance liquid chromatography instrument
Purifying, chromatographic column C18Column (250 × 25.4mm I.D., 10 μm), mobile phase are methanol-water (34:66, V/V), and flow velocity is
25mL/min, Detection wavelength 330nm, column temperature are room temperature.Collect target components fraction manually according to chromatogram, reduced pressure removes
Remove solvent.
(5) purity detecting and Structural Identification of compound: molten with methanol after each target components fraction is concentrated under reduced pressure
Solution, purity detected with high performance liquid chromatography, and chromatographic condition is shown in step (2), analysis the result shows that 3 kinds of compounds it is pure
Degree has all reached 95% or more.It is Saponarin, Schaftoside and Vitex negundo var cannabifolia respectively through 3 kinds of compounds of spectral analysis of the nuclear magnetic resonance
Glycosides.
Mentioned-above method, Preferable scheme is that, step (1) Extraction solvent is methanol, ethyl alcohol, ethyl acetate and water
(preferred alcohol).
Mentioned-above method, Preferable scheme is that, the volume of ethyl alcohol in step (1) Extraction solvent (ethanol-water solution)
Score is 10%-95% (preferably 75%).
Mentioned-above method, Preferable scheme is that, extracting method is cold soaking, ultrasound and is heated to reflux (excellent in step (1)
Choosing ultrasound).
Mentioned-above method, Preferable scheme is that, the dosage of solvent is 10-25 times of amount (preferably 20 when step (1) is extracted
It measures again).
Mentioned-above method, Preferable scheme is that, step (1) extraction time is 15-60 minutes (preferably 30 minutes).
Mentioned-above method, Preferable scheme is that, step (1) extraction time is 2-4 times (preferably 3 times).
Mentioned-above method, Preferable scheme is that, step (2) high performance liquid chromatography separation analyzes methanol in mobile phase
Volume fraction is 37%-44% (preferably 40%).
Mentioned-above method, Preferable scheme is that, step (3) carries out the macroporous absorbent resin that enrichment uses to flavonoid glycoside
Model HPD-100, HPD-400, HPD-600, HPD-750, HPD-826 (preferably HPD-100).
Mentioned-above method, Preferable scheme is that, step (3) removes the concentration of ethyl alcohol used in the impurity in crude flavonoid powder glycosides
For 0-20% (preferably 0%).
Mentioned-above method, Preferable scheme is that, flavonoid glycoside is desorbed ethyl alcohol used by step (3) from resin
Concentration is 20-95% (preferably 40%).
Mentioned-above method, Preferable scheme is that, step (4) carries out semipreparative high performance liquid chromatography point to flavonoid glycoside
Volume fraction from methanol in purifying mobile phase is 30%-37% (preferably 34%).
Mentioned-above method, Preferable scheme is that, the flow velocity of step (4) eluent be 20-30mL/min (preferably
25mL/min)。
It escapes the method that extracting and developing purifies 3 kinds of flavonoid glycosides in grass the present invention relates to a kind of from sorrow, step are as follows: (1) extract:
Sorrow grass meal of escaping is broken, it is extracted 3 times with 20 times of 75% EtOH Sonicates of amount, 30 minutes every time, filtering, extracting solution was concentrated under reduced pressure slightly
Extract.(2) high performance liquid chromatography separation is analyzed: carrying out separation point with composition of the analytic type high performance liquid chromatograph to crude extract
Analysis, chromatographic column C18Column (250 × 4.6mm I.D., 5 μm), mobile phase are methanol-water (40:60, V/V), flow velocity 1.0mL/
Min, Detection wavelength 330nm, column temperature are room temperature.(3) it is enriched with: with HPD-100 type macroporous absorbent resin to the Huang in crude extract
Ketoside is enriched with, and 10 column volumes is eluted with water first to remove highly polar impurity, then elute 7 with 40% ethanol-water solution
A column volume elutes flavonoid glycoside.(4) semipreparative high performance liquid chromatography isolates and purifies: using Semi-preparative High Performance liquid phase color
Spectrometer isolates and purifies the flavonoid glycoside after enrichment, chromatographic column C18Column (250 × 25.4mm I.D., 10 μm), mobile phase is
Methanol-water (34::66, V/V), flow velocity 25mL/min, Detection wavelength 330nm, column temperature are room temperature.It is manual according to chromatogram
Target components fraction is collected, is concentrated under reduced pressure and removes solvent.(5) purity detecting and Structural Identification of compound: by each target
Component fraction is dissolved after being concentrated under reduced pressure with methanol, and purity is detected with high performance liquid chromatography, and chromatographic condition is shown in step
(2), analysis is the result shows that the purity of 3 kinds of compounds has all reached 95% or more.Through 3 kinds of compounds of spectral analysis of the nuclear magnetic resonance point
Other Saponarin, Schaftoside and Vitexina.The technical process is environmentally protective, and to environment without serious harm, overall cost is low.
The present invention purifies 3 kinds of flavonoid glycosides from sorrow extracting and developing in grass of escaping, first with 75% EtOH Sonicate extraction flavonoid glycoside
Ingredient is concentrated to get crude extract；Secondly, carrying out separation analysis with composition of the analytic type high performance liquid chromatograph to crude extract；Again
It is secondary, the impurity in crude extract is removed with HPD-100 type macroporous absorbent resin, flavonoid glycoside is enriched with；Then, with half
Preparative high performance liquid chromatography instrument isolates and purifies the flavonoid glycoside after enrichment, available 3 kinds of compounds；Finally, with height
Effect liquid phase chromatogram method is measured the purity of compound, is reflected according to structure of the spectral analysis of the nuclear magnetic resonance to compound
It is fixed.This method is fine using the effect that HPD-100 type macroporous absorbent resin cleans, and this point can be found out from Fig. 1 and Fig. 2 comparison；
This method isolates and purifies flavonoid glycoside using semipreparative high performance liquid chromatography instrument, gained target compound purity is high, miscellaneous
Matter content is extremely low, and this point can be found out from fig. 4 to fig. 6.In addition to this, it also has the advantage that
(1) flavonoid glycoside components utilising that sorrow is escaped in the grass principle of " similar to mix " is extracted with 75% EtOH Sonicate, it is yellow
Ketoside constituents have the polarity of moderate strength, therefore the solubility in 75% ethyl alcohol is maximum, are extracted with 75% EtOH Sonicate
The flavonoid glycoside ingredient that sorrow can be made to escape in grass utmostly dissolves out, and low pole ingredient (such as triterpene, sterol, pheophytin
Deng) and highly polar ingredient (such as amino acid, microelement, vitamin) dissolution few as far as possible.
(2) separation analysis is carried out with composition of the high performance liquid chromatography to crude extract, makees flowing equality with methanol-water and washes
De- to realize baseline separation to the biggish target compound of 3 kinds of polarity differences in a short time, peak type is symmetrically sharp, separating degree
It is high.
(3) it is cleaned with HPD-100 type macroporous absorbent resin to crude extract, the effect that flavonoid glycoside ingredient is enriched with
Fruit is fine, the mass fraction of flavonoid glycoside by 61% before purification be increased to after purification 91%, macroporous absorbent resin can regenerate
After reuse, reduce production cost, eluant, eluent is alcohol-water, recycling and reusing inexpensive pollution-free and easy to accomplish.
(4) compound is isolated and purified with semipreparative high performance liquid chromatography method, available 3 kinds of high-purity monomers
Compound, method is easy to operate, high-efficient, and process cycle is short, saves reagent, reduces production cost.
(5) it is measured with purity of the high performance liquid chromatography to preparation gained compound, this method is accurate, quick, high
Effect.
(6) extracting and developing, only use ethyl alcohol, first alcohol and water in purification process, without using big to environment and human body harm
The organic solvents such as chloroform, benzene, n-hexane, alcohol-water, methanol-water eluent may be reused more after vacuum distillation recycling
It is secondary, it is environmentally protective.
(7) condition (composition, elution mode and the flow velocity of eluent) for optimizing chromatography method, make compound purity and
Purification efficiency all increases substantially.
Detailed description of the invention
Fig. 1 is that sorrow is escaped the analytic type high-efficient liquid phase chromatogram before the enrichment of careless crude extract.
Fig. 2 is that sorrow is escaped the analytic type high-efficient liquid phase chromatogram after the enrichment of careless crude extract.
Fig. 3 is that sorrow is escaped the semipreparative high performance liquid chromatography figure after the enrichment of careless crude extract.
Fig. 4 is the high-efficient liquid phase chromatogram and ultraviolet spectrogram of compound I (Saponarin).
Fig. 5 is the high-efficient liquid phase chromatogram and ultraviolet spectrogram of compound II (Schaftoside).
Fig. 6 is the high-efficient liquid phase chromatogram and ultraviolet spectrogram of compound III (Vitexina).
In fig. 1-3, I: Saponarin；II: Schaftoside；III: Vitexina.
Specific embodiment
Below with reference to the embodiment and attached drawing technical solution that the present invention will be described in detail, but the scope of protection is not limited by this.It is real
Applying device therefor or raw material in example can all obtain from market.Sorrow escape grass be purchased from Hainan Mt. Wu-zhi Shan area, reagent be purchased from Jinan examination
Agent head factory, water used are deionized water.
Embodiment: it escapes the method that extracting and developing purifies 3 kinds of flavonoid glycosides in grass, the steps include: from sorrow
(1) preparation of crude extract: sorrow grass meal of escaping is broken, 3 times are extracted with 20 times of 75% EtOH Sonicates of amount, 30 minutes every time,
Filtering, extracting solution is merged, crude extract is concentrated under reduced pressure to obtain.
(2) the separation analysis of crude extract: carrying out separation analysis with composition of the analytic type high performance liquid chromatograph to crude extract,
Chromatographic column is C18Column (250 × 4.6mm I.D., 5 μm), mobile phase are methanol-water (40:60, V/V), flow velocity 1.0mL/min,
Detection wavelength is 330nm, and column temperature is room temperature.
(3) enrichment of flavonoid glycoside: being enriched with the flavonoid glycoside in crude extract with HPD-100 type macroporous absorbent resin, first
10 column volumes are eluted with water first to remove highly polar impurity, then elute 7 column volumes for flavonoid glycoside with 40% ethanol-water solution
It elutes.
(4) flavonoid glycoside isolates and purifies: with semipreparative high performance liquid chromatography instrument to flavonoid glycoside ingredient after enrichment into
Row isolates and purifies, chromatographic column C18Column (250 × 25.4mm I.D., 10 μm), mobile phase are methanol-water (34:66, V/V), stream
Speed is 25mL/min, and Detection wavelength 330nm, column temperature is room temperature.It collects target components fraction manually according to chromatogram, depressurizes dense
Contracting removes solvent.
(5) purity detecting and Structural Identification of compound: molten with methanol after each target components fraction is concentrated under reduced pressure
Solution, purity detected with high performance liquid chromatography, and chromatographic condition is shown in step (2), analysis the result shows that 3 kinds of compounds it is pure
Degree has all reached 95% or more.It is Saponarin, Schaftoside and Vitex negundo var cannabifolia respectively through 3 kinds of compounds of spectral analysis of the nuclear magnetic resonance
Glycosides.
Semipreparative high performance liquid chromatography isolate and purify sorrow escape flavonoid glycoside in grass during, inventor is not by using
Methanol-water solution with concentration makees mobile phase, excellent to have selected the purifying item for realizing the object of the invention using different elution modes
Part, related experimental result are as follows:
One sorrow of table is escaped the semipreparative high performance liquid chromatography separation condition of flavonoid glycoside in grass
| Elution requirement | |
| Embodiment 1 | 37% methanol-water isocratic elution |
| Embodiment 2 | 30% methanol-water isocratic elution |
| Embodiment 3 | 34% methanol-water isocratic elution |
In embodiment 1, since the ratio of methanol is higher, although disengaging time is shorter, compound I and II are not carried out
Baseline separation, purity are lower.In embodiment 2, since the ratio of methanol is lower, baseline separation is may be implemented in compound I and II, but
The retention time of compound III is too long.In embodiment 3, since the ratio of methanol is moderate, the separation situation of 3 kinds of compounds and point
It is satisfactory from the time.
Fig. 3 is the semipreparative high performance liquid chromatography figure when selecting 3 system of embodiment, as seen from the figure, each ingredient separation
All right, disengaging time is also more suitable for.It collects each peak component manually according to chromatogram, after recycling design, phase can be obtained
The high-purity compound answered.It analyzes and tests through high performance liquid chromatography areas of peak normalization method, purity is above 95%, and this point can
Find out from fig. 4 to fig. 6.
Chemical structural formula through 3 compounds of spectral analysis of the nuclear magnetic resonance is as follows:
The qualification result of 3 compounds is as follows:
Saponarin:1H-NMR(500MHz,DMSO-d6)δppm:13.68(1H,brs,5-OH),10.54(1H,brs,
4 '-OH), 7.96 (2H, d, J=8.5Hz, H-2 ', 6 '), 6.95 (2H, d, J=8.5Hz, H-3 ', 5 '), 6.92 (1H, s, H-
3), 6.89 (1H, s, H-8), 5.30 (1H, J=8.0Hz, H-1 " '), 4.57 (1H, J=8.0Hz, H-1 "), 2.50~5.10
(13H, m, sugar on proton)13C-NMR(125MHz,DMSO-d6)δppm:164.74(C-2),103.54(C-3),182.57(C-
4),159.84(C-5),111.0(C-6),162.95(C-7),94.27(C-8),156.93(C-9),105.33(C-10),
121.12(C-1’),129.09(C-2’,6’),116.27(C-3’,5’),161.48(C-4’),74.26(C-1”),71.75
(C-2”),79.40(C-3”),71.33(C-4”),81.44(C-5”),61.13(C-6”),101.68(C-1”’),73.13(C-
2”’),76.23(C-3”’),69.97(C-4”’),77.71(C-5”’),61.13(C-6”’)。
Schaftoside:1H-NMR(500MHz,DMSO-d6)δppm:13.85(1H,s,5-OH),10.40(1H,s,7-
), OH the 9.28 (- OH of 1H, s, 4 '), 7.99 (2H, d, J=9.0Hz, H-2 ', 6 '), 6.94 (2H, d, J=9.0Hz, H-3 ', 5 '),
6.84(1H,s,H-3).13C-NMR(125MHz,DMSO-d6)δppm:164.81(C-2),102.82(C-3),182.84(C-
4),161.69(C-5),108.72(C-6),161.65(C-7),105.61(C-8),155.75(C-9),104.23(C-10),
121.69(C-1’),129.31(C-2’),116.52(C-3’),158.95(C-4’),116.30(C-5’),129.31(C-
6’),76.22(C-1”),69.06(C-2”),74.27(C-3”),69.71(C-4”),70.55(C-5”),74.88(C-1”’),
69.06(C-2”’),79.68(C-3”’),70.55(C-4”’),79.42(C-5”’),61.79(C-6”’)。
Vitexina:1H-NMR (500MHz, DMSO-d6) δ ppm:7.80 (2H, d, J=8.5Hz, H-2 ', 6 '), 6.92
(2H, d, J=8.5Hz, H-3 ', 5 '), 6.43 (1H, s, H-3), 6.21 (1H, s, H-6), 4.65 (1H, d, J=9.5Hz, H-
1 "), 4.22 (1H, t, J=9.5Hz, H-2 "), 3.88 (1H, d, J=11.5Hz, H-6eq "), 3.78 (1H, 1dd, J=6.5,
12.0Hz,H-6ax″),3.42-3.52(3H,m,H-3”,4”,5”).13C-NMR(125MHz,DMSO-d6)δppm:164.03
(C-2),102.60(C-3),181.12(C-4),156.89(C-5),98.22(C-6),162.74(C-7),104.25(C-8),
159.17(C-9),104.62(C-10),121.66(C-1’),128.13(C-2’,6’),115.84(C-3’,5’),161.00
(C-4’),73.42(C-1”),70.59(C-2”),78.71(C-3”),70.98(C-4”),81.80(C-5”),61.31(C-
6”)。
It should be pointed out that specific embodiment is the more representational example of the present invention, it is clear that skill of the invention
Art scheme is not limited to the above embodiments.There can also be many variations.Those skilled in the art, from disclosed in this file
It mentions or associates, be considered as this patent scope of the claimed.
Claims (10)
1. a kind of escape the method that extracting and developing purifies 3 kinds of flavonoid glycosides in grass from sorrow, characterized in that step are as follows:
(1) extraction of flavonoid glycoside: sorrow grass meal of escaping is broken, it is extracted, is filtered, extracting solution is concentrated under reduced pressure slightly with organic solvent
Extract；
(2) separation analysis, chromatography the separation analysis of flavonoid glycoside: are carried out with composition of the analytic type high performance liquid chromatograph to crude extract
Column is C18Column (250 × 4.6 mm I.D., 5 μm), mobile phase are methanol-water (40:60, V/V), and flow velocity is 1.0 mL/min,
Detection wavelength is 330 nm, and column temperature is room temperature；
(3) enrichment of flavonoid glycoside: the flavonoid glycoside in crude extract is enriched with HPD-100 type macroporous absorbent resin, is used first
10 column volumes of water elution are to remove highly polar impurity, then elute 7 column volumes with 40% ethanol-water solution and wash flavonoid glycoside
It takes off；
(4) flavonoid glycoside isolates and purifies: with semipreparative high performance liquid chromatography instrument the flavonoid glycoside after enrichment is isolated and purified,
Chromatographic column is C18Column (250 × 25.4 mm I.D., 10 μm), mobile phase are methanol-water (34:66, V/V), flow velocity 25
ML/min, Detection wavelength are 330 nm, and column temperature is room temperature；Collect target components fraction manually according to chromatogram, reduced pressure removes
Remove solvent；
(5) purity detecting and Structural Identification of compound: being dissolved after each target components fraction is concentrated under reduced pressure with methanol,
Purity is detected with high performance liquid chromatography, and chromatographic condition is shown in step (2)；Through 3 kinds of compounds of spectral analysis of the nuclear magnetic resonance point
It is not Saponarin, Schaftoside and Vitexina.
2. according to the method described in claim 1, it is characterized in that, step (1) Extraction solvent be methanol, ethyl alcohol, ethyl acetate or
Water (preferred alcohol).
3. according to the method described in claim 1, it is characterized in that, the body of ethyl alcohol in step (1) Extraction solvent (ethanol-water solution)
Fraction be 10%-95%(preferably 75%).
4. according to the method described in claim 1, it is characterized in that, extracting method is cold soaking, ultrasound or to be heated to reflux in step (1)
(preferably ultrasonic).
5. according to the method described in claim 1, it is characterized in that, step (1) extract when solvent dosage be 10-25 times of amount it is (excellent
Select 20 times of amounts), extraction time is 15-60 minutes (preferably 30 minutes), and extraction time is 2-4 times (preferably 3 times).
6. according to the method described in claim 1, it is characterized in that, step (2) high performance liquid chromatography separation analyze mobile phase in first
The volume fraction of alcohol be 37%-44%(preferably 40%).
7. according to the method described in claim 1, it is characterized in that, step (3) carries out the macroporous absorption that uses of enrichment to flavonoid glycoside
The preferred HPD-100 of model HPD-100, HPD-400, HPD-600, HPD-750, HPD-826(of resin).
8. according to the method described in claim 1, it is characterized in that, step (3) removes ethyl alcohol used in the impurity in crude flavonoid powder glycosides
Concentration be 0-20%(preferably 0%), flavonoid glycoside desorb to the concentration of ethyl alcohol used from resin for 20-95%(preferably 40%).
9. according to the method described in claim 1, it is characterized in that, step (4) to flavonoid glycoside carry out Semi-preparative High Performance liquid phase color
Spectrum isolate and purify methanol in mobile phase volume fraction be 30%-37%(preferably 34%).
10. according to the method described in claim 1, it is characterized in that, the flow velocity of step (4) eluent is that 20-30 mL/min(is excellent
Select 25 mL/min).
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201910261971.4A CN109824658B (en) | 2019-04-02 | 2019-04-02 | Method for extracting, separating and purifying 3 flavonoid glycosides from clinacanthus nutans |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201910261971.4A CN109824658B (en) | 2019-04-02 | 2019-04-02 | Method for extracting, separating and purifying 3 flavonoid glycosides from clinacanthus nutans |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN109824658A true CN109824658A (en) | 2019-05-31 |
| CN109824658B CN109824658B (en) | 2021-09-07 |
Family
ID=66873909
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201910261971.4A Active CN109824658B (en) | 2019-04-02 | 2019-04-02 | Method for extracting, separating and purifying 3 flavonoid glycosides from clinacanthus nutans |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN109824658B (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN114689729A (en) * | 2020-12-31 | 2022-07-01 | 鲁南制药集团股份有限公司 | Method for detecting flavonoid glycoside component in Jingfang granules |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN104042653A (en) * | 2014-02-28 | 2014-09-17 | 黄丹民 | Extract containing total flavonoids and total saponins and its preparation method and use |
| CN105326873A (en) * | 2015-10-31 | 2016-02-17 | 海南大学 | Method for extracting clinacanthus nutans active substances through ultrasonic assistance |
-
2019
- 2019-04-02 CN CN201910261971.4A patent/CN109824658B/en active Active
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN104042653A (en) * | 2014-02-28 | 2014-09-17 | 黄丹民 | Extract containing total flavonoids and total saponins and its preparation method and use |
| CN105326873A (en) * | 2015-10-31 | 2016-02-17 | 海南大学 | Method for extracting clinacanthus nutans active substances through ultrasonic assistance |
Non-Patent Citations (8)
| Title |
|---|
| A. REHWALD，等: "Qualitative and quantitative reversed-phase high-performance liquid chromatography of flavonoids in Passiflora incarnata L.", 《PHARMACEUTICA ACTA HELVETIAE》 * |
| A. ULLTBELEANND S. OKSUZ: "C-GLYCOSYLFLAI’ONOIDS FROM PASSIFLORA PITTIERI,P. ALATA, P. AMBIGUA AND ADENIA MANNII", 《JOURNAL OF NATURAL PRODUCTS》 * |
| SEVERINA PACIFICO,等: "Spectroscopic Characterization and Antiproliferative Activity on HepG2 Human Hepatoblastoma Cells of Flavonoid C-Glycosides from Petrorhagia Welutina", 《J. NAT. PROD.》 * |
| TESHIMA KI，KANEKO T，OHTANI K，等: "C-Glycosyl flavones from Clinacanthus nutans", 《NATURAL MEDICINES》 * |
| 易博，等: "鳄嘴花叶氨基酸和微量元素分析及其化学成分研究", 《解放军药学学报》 * |
| 王瑶，等: "鳄嘴花的化学成分及药理作用研究进展", 《中国药房》 * |
| 王贤儿，等: "基于忧遁草化学成分研究分析其抗肿瘤作用", 《中国药房》 * |
| 黄朝晖，等: "HPLC 法初步建立忧遁草中黄酮类化合物指纹图谱", 《海南热带海洋学院学报》 * |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN114689729A (en) * | 2020-12-31 | 2022-07-01 | 鲁南制药集团股份有限公司 | Method for detecting flavonoid glycoside component in Jingfang granules |
Also Published As
| Publication number | Publication date |
|---|---|
| CN109824658B (en) | 2021-09-07 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CN104031013B (en) | A kind of utilize the isolated and purified method preparing salvianolic acid B and rosmarinic acid of high speed adverse current chromatogram | |
| CN101723998B (en) | Preparation method of flavonoid glycosides in scutellaria baicalensis | |
| CN103145677A (en) | Method for separating active ingredients from aquilaria sinensis lamina by utilizing high-speed countercurrent chromatography | |
| CN105440092B (en) | The fast preparation method of flavonoid glycoside in a kind of Extracted From Oil-tea-cake | |
| CN110483599A (en) | The separation method of flavones ingredient in a kind of manaca leaf | |
| CN105566414B (en) | The method that four kinds of flavone glycosides are isolated and purified from waxberry flesh | |
| CN104892687A (en) | Method for separating and purifying monomeric compound from Chinese mahonia leaves through high-speed counter-current chromatography | |
| CN104557834B (en) | A kind of isolated and purified pinocembrin, Chrysin and method of Galangin from China's Water extracts of propolis | |
| CN105061448A (en) | Method for extracting, separating and purifying three kinds of coumarin from dahurian angelica root | |
| CN110229202A (en) | A kind of preparation method of lignanoid in cortex albiziae | |
| CN102115467A (en) | Method for preparing catechin monomers | |
| CN107556325B (en) | The separation method of Alkaloid monomer in a kind of Diels Stephania Root | |
| CN109293509A (en) | A method of preparing high-purity chlorogenic acid from bamboo extractive | |
| CN105017273A (en) | Method for extracting, separating and purifying psoralen and isopsoralen from fructus psoraleae | |
| CN109824658A (en) | A method of 3 kinds of flavonoid glycosides are purified from sorrow extracting and developing in grass of escaping | |
| CN103113433A (en) | Method for extracting oleuropein from syringa pubescens | |
| CN105061182A (en) | Method for extracting, separating and purifying emodin and physcion from polygonum cuspidatum | |
| CN101559090A (en) | Extracting method of steroid saponins of yerbadetajo | |
| CN109265494B (en) | Method for extracting kaempferol glucoside compounds from camellia reticulata | |
| CN105131007A (en) | Method for extracting, separating and purifying imperatorin and cnidium lactone from fructus cnidii | |
| CN101921301B (en) | Method for extracting and separating astragalin from plant Mesona chinensis Benth | |
| CN104592188B (en) | A kind of isolated and purified pinobanksin and method of caffeinic derivant from China's Water extracts of propolis | |
| CN104892702A (en) | Method for extracting, separating and purifying two flavonoid glycosides from semen oroxyli | |
| CN103113439A (en) | Method for preparing kaempferol-3-O-Beta-D-glucuronide in euphorbia sororia | |
| CN109796367B (en) | Preparation method and application of N-fatty acyl ethanolamine product |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PB01 | Publication | ||
| PB01 | Publication | ||
| SE01 | Entry into force of request for substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| CB02 | Change of applicant information | ||
| CB02 | Change of applicant information |
Address after: 252000 No.1 Hunan Road, Dongchangfu District, Liaocheng City, Shandong Province Applicant after: LIAOCHENG University Address before: 252059 No. 34, Wenhua Road, Shandong, Liaocheng Applicant before: LIAOCHENG University |
|
| GR01 | Patent grant | ||
| GR01 | Patent grant |